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Displaying: For Sale

Location: Longboat Key

Property Type(s): Condos

Beds: 2 to 2

Longboat Key - 158 properties found

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  • 4370 CHATHAM DR #104, LONGBOAT KEY, FL 34228

    $470,000150 Days on yellowkey   MLS ID: A4674307

    For Sale A4674307 - 4370 CHATHAM DR #104, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $5,334 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $3,020 (change assumption)
    Mortgage ($2,575) + Taxes in 2024 ($445)


    Taxes:$5,334

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5655 GULF OF MEXICO DR #A107, LONGBOAT KEY, FL 34228

    $799,00024 Days on yellowkey   MLS ID: A4687549

    For Sale A4687549 - 5655 GULF OF MEXICO DR #A107, LONGBOAT KEY, FL 34228 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1274
       Built: 1975
    Monthly Fee: $1,164
       Tax: $3,185 (2025)
    Community: Cedars West Of Longboat Inc
    Condo


    Estimated Monthly Payment: $5,807 (change assumption)
    Mortgage ($4,378) + Fees ($1,164) + Taxes in 2025 ($265)


    Taxes:$3,185

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4325 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228

    $999,00012 Days on yellowkey   MLS ID: A4690883

    For Sale A4690883 - 4325 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1336
       Built: 1975   Tax: $11,669 (2025)
    Community: Tiffany Plaza
    Condo


    Estimated Monthly Payment: $6,446 (change assumption)
    Mortgage ($5,474) + Taxes in 2025 ($972)


    Taxes:$11,669

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $739,00039 Days on yellowkey   MLS ID: A4685838

    For Sale A4685838 - 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1975   Tax: $2,843 (2025)
    Community: Windward Bay Amd
    Condo


    Estimated Monthly Payment: $4,286 (change assumption)
    Mortgage ($4,049) + Taxes in 2025 ($237)


    Taxes:$2,843

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 4825 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228

    $890,000151 Days on yellowkey   MLS ID: A4674248

    For Sale A4674248 - 4825 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970   Tax: $11,058 (2024)
    Community: Westchester
    Spa: No

    Condo


    Estimated Monthly Payment: $5,798 (change assumption)
    Mortgage ($4,877) + Taxes in 2024 ($922)


    Taxes:$11,058

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3804 GULF OF MEXICO DR #B305, LONGBOAT KEY, FL 34228

    $445,00027 Days on yellowkey   MLS ID: A4689197

    For Sale A4689197 - 3804 GULF OF MEXICO DR #B305, LONGBOAT KEY, FL 34228 65 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1007
       Built: 1970
    Monthly Fee: $1,347
       Tax: $3,772 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $4,100 (change assumption)
    Mortgage ($2,438) + Fees ($1,347) + Taxes in 2025 ($314)


    Taxes:$3,772

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228

    $550,00020 Days on yellowkey   MLS ID: A4687787

    For Sale A4687787 - 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228 75 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1449
       Built: 1969   Tax: $2,348 (2025)
    Community: Whitney Beach
    Spa: No

    Condo


    Estimated Monthly Payment: $3,209 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($196)


    Taxes:$2,348

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1485 GULF OF MEXICO DR #303, LONGBOAT KEY, FL 34228

    $1,395,00098 Days on yellowkey   MLS ID: A4679674

    For Sale A4679674 - 1485 GULF OF MEXICO DR #303, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1569
       Built: 1981   Tax: $11,880 (2025)
    Community: Players Club I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $8,634 (change assumption)
    Mortgage ($7,644) + Taxes in 2025 ($990)


    Taxes:$11,880

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3240 GULF OF MEXICO DR #B104, LONGBOAT KEY, FL 34228

    $475,00024 Days on yellowkey   MLS ID: A4688243

    REDUCED by $20,000 (4.0%) on 04/22/2026

    For Sale A4688243 - 3240 GULF OF MEXICO DR #B104, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1975   Tax: $4,538 (2025)
    Community: Portobello
    Condo


    Estimated Monthly Payment: $2,981 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($378)


    Taxes:$4,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3806 GULF OF MEXICO DR #C312, LONGBOAT KEY, FL 34228

    $320,00015 Days on yellowkey   MLS ID: A4690206

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale A4690206 - 3806 GULF OF MEXICO DR #C312, LONGBOAT KEY, FL 34228 7 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1062
       Built: 1970   Tax: $3,659 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $2,058 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($305)


    Taxes:$3,659

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1975 GULF OF MEXICO DR #G4-206, LONGBOAT KEY, FL 34228

    $449,000242 Days on yellowkey   MLS ID: A4663933

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale A4663933 - 1975 GULF OF MEXICO DR #G4-206, LONGBOAT KEY, FL 34228 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1068
       Built: 1977
    Monthly Fee: $1,438
       Tax: $3,420 (2024)
    Community: Seaplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,183 (change assumption)
    Mortgage ($2,460) + Fees ($1,438) + Taxes in 2024 ($285)


    Taxes:$3,420

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2039 GULF OF MEXICO DR #G3-203, LONGBOAT KEY, FL 34228

    $499,99931 Days on yellowkey   MLS ID: A4688685

    0 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $39,001 (7.2%) on 04/15/2026

    For Sale A4688685 - 2039 GULF OF MEXICO DR #G3-203, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1214
       Built: 1974
    Monthly Fee: $1,170
       Tax: $5,576 (2025)
    Community: Seaplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,374 (change assumption)
    Mortgage ($2,740) + Fees ($1,170) + Taxes in 2025 ($465)


    Taxes:$5,576

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228

    $675,00034 Days on yellowkey   MLS ID: A4687058

    For Sale A4687058 - 842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1983   Tax: $5,662 (2025)
    Community: Bayport Bch & Ten Ph F
    Spa: No

    Condo


    Estimated Monthly Payment: $4,170 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($472)


    Taxes:$5,662

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: Booker Middle


  • 230 SANDS POINT RD #3703, LONGBOAT KEY, FL 34228

    $1,875,00035 Days on yellowkey   MLS ID: A4687684

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale A4687684 - 230 SANDS POINT RD #3703, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1394
       Built: 1982   Tax: $21,015 (2025)
    Community: Inn On The Beach Ph I
    Condo


    Estimated Monthly Payment: $12,025 (change assumption)
    Mortgage ($10,274) + Taxes in 2025 ($1,751)


    Taxes:$21,015

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 605 SUTTON PL #102, LONGBOAT KEY, FL 34228

    $485,00088 Days on yellowkey   MLS ID: A4681310

    For Sale A4681310 - 605 SUTTON PL #102, LONGBOAT KEY, FL 34228 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 992
       Built: 1973
    Monthly Fee: $1,642
       Tax: $6,934 (2024)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($2,657) + Fees ($1,642) + Taxes in 2024 ($578)


    Taxes:$6,934

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228

    $1,700,00048 Days on yellowkey   MLS ID: A4686539

    1 Days Off yellowkey (back on 4/23/2026)

    For Sale A4686539 - 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $13,728 (2025)
    Community: Sea Gate Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,459 (change assumption)
    Mortgage ($9,315) + Taxes in 2025 ($1,144)


    Taxes:$13,728

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 775 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228

    $1,215,000172 Days on yellowkey   MLS ID: A4671935

    For Sale A4671935 - 775 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1602
       Built: 1984
    Monthly Fee: $1,904
       Tax: $5,841 (2024)
    Community: Beaches Of Longboat Key Ph-1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,048 (change assumption)
    Mortgage ($6,657) + Fees ($1,904) + Taxes in 2024 ($487)


    Taxes:$5,841

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1115 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228

    $899,000172 Days on yellowkey   MLS ID: A4671664

    For Sale A4671664 - 1115 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228 60 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1172
       Built: 1979   Tax: $7,815 (2024)
    Community: Beachplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,577 (change assumption)
    Mortgage ($4,926) + Taxes in 2024 ($651)


    Taxes:$7,815

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1241 GULF OF MEXICO DR #109, LONGBOAT KEY, FL 34228

    $1,139,000207 Days on yellowkey   MLS ID: A4667851

    For Sale A4667851 - 1241 GULF OF MEXICO DR #109, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2000
       Built: 1996   Tax: $14,616 (2025)
    Community: Water Club At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,459 (change assumption)
    Mortgage ($6,241) + Taxes in 2025 ($1,218)


    Taxes:$14,616

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228

    $1,879,000206 Days on yellowkey   MLS ID: A4668143

    For Sale A4668143 - 3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2550
       Built: 1999   Tax: $16,976 (2025)
    Community: Grand Bay 4
    Spa: Yes

    Condo


    Estimated Monthly Payment: $11,710 (change assumption)
    Mortgage ($10,296) + Taxes in 2025 ($1,415)


    Taxes:$16,976

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle






Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.